Holiday rentals in Dayton

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Top-rated holiday rentals in Dayton

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Top guest favourite
A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.
Tower in Pleasant Hill
4.89 out of 5 average rating, 202 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Guest favourite
A spacious living area is equipped with a comfortable leather sofa and contemporary wooden furniture. A large television is mounted on the wall, while a stylish round coffee table sits in the center. Natural light enters through two windows, enhancing the neutral color palette.
Bungalow in South Park
4.96 out of 5 average rating, 336 reviews

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

Top guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in South Park
5 out of 5 average rating, 158 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Top guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guest house in Centerville
5 out of 5 average rating, 257 reviews

The Carriage House in the Heart of Uptown

The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Top guest favourite
A striking blue exterior is complemented by a bright yellow door, creating a vibrant entrance. A large window beside the door allows natural light to illuminate the space within. The setting is accented by nearby greenery and a concrete path leading to the entrance.
Home in South Park
4.97 out of 5 average rating, 199 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Guest favourite
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in South Park
4.95 out of 5 average rating, 163 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Top guest favourite
The quaint caretaker's cabin is surrounded by lush greenery, featuring a welcoming porch with a sloped roof. The exterior showcases a muted green siding, complemented by white trim and an orange door. A private pathway leads to the front entry.
Guest house in Fairborn
4.97 out of 5 average rating, 490 reviews

The Cozy Cabin at The Armstrong Homestead

Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

Top guest favourite
A cozy bedroom features a spacious bed with a soft quilt and decorative pillows. Natural light enters through a window beside a chair and small desk. A patterned accent wall complements the vintage-style storage cabinets, creating a warm and inviting space.
Cottage in Dayton
4.98 out of 5 average rating, 118 reviews

Quaint 2-bed room cottage in historic district

Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

Guest favourite
The arcade room features a pool table at the center, illuminated by vibrant blue lighting. Walls are adorned with vintage pinball machines and classic arcade cabinets. A bar area with stools is visible in the corner, enhancing the space's playful atmosphere.
Home in Dayton
4.97 out of 5 average rating, 153 reviews

Hot Tub Massage Chair Golden Tee Pinball Stylish!

Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

Top guest favourite
The living area features a genuine leather sofa positioned across from a dark wood entertainment unit. Two upholstered armchairs are situated near arched windows, adorned with floral curtains. The walls are decorated with distinctive Gucci wallpaper, and a light rug complements the hardwood flooring.
Guest house in Oregon
4.97 out of 5 average rating, 177 reviews

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Top guest favourite
A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.
Flat in Tipp City
4.87 out of 5 average rating, 250 reviews

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Guest favourite
An open living area features a light-colored floor, with a dining table and chairs positioned to the left. A blue bench sits adjacent, with a view of the bedroom through an archway. The kitchen area showcases white cabinets and essential appliances.
Flat in South Park
4.93 out of 5 average rating, 121 reviews

BRIGHT~AIRY Loft - near Downtown/UD/UVM

Bright, open upstairs apartment in circa 1860 federal style building with high ceilings and lots of natural light. Located a 3 minute walk from Miami Valley Hospital in Historic South Park. Close to the University of Dayton, shops on Brown Street, Interstate 75, the Oregon District and Downtown Dayton. South Park is one of the most popular neighborhoods in Dayton. Walk or bike anywhere.

Popular amenities for Dayton holiday rentals

When is the best time to visit Dayton?

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Frequently Asked Questions

  • What are the best places to stay in Dayton?

    The Oregon District is known for its historic character and dining options, while downtown provides easy access to museums and cultural sites. Neighborhoods near local parks may appeal to those seeking quieter surroundings.

  • What are the best things to do in Dayton with kids?

    Families often explore hands-on exhibits at the Boonshoft Museum of Discovery, visit the National Museum of the United States Air Force, or play in local parks and gardens. Many public gardens have family-friendly activities throughout the year.

  • What are some of the best things to do in Dayton?

    Explore the National Museum of the United States Air Force, stroll through Carillon Historical Park, or experience art at the Dayton Art Institute. Locally owned shops and food venues around the Oregon District add to the experience.

  • How is the weather in Dayton?

    Dayton experiences cold winters with temperatures near 22–37°F (-6–3°C), and summers that range from 66–86°F (19–30°C). Spring and autumn can be mild but often include rain, so layered clothing and a rain jacket are useful.

  • When is the best time to visit Dayton?

    Late spring through early autumn is often recommended for comfortable temperatures and frequent outdoor events. Winter serves up indoor attractions and museum visits when it is colder and wetter.

  • What are the best places to visit in Dayton?

    Dayton has popular sites like the National Museum of the United States Air Force, the Dayton Art Institute, and Carillon Historical Park. Outdoor spaces along rivers and scenic parks also attract visitors.

  • What are some hiking trails in Dayton?

    Many parks in Dayton, such as the Five Rivers MetroParks system, have hiking trails ranging from paved nature paths to wooded routes. The trails often pass rivers, wetlands, or restored prairies.

  • What are some family activities we can do in Dayton?

    Dayton has hands-on exhibits and a Discovery Zoo at the Boonshoft Museum of Discovery, as well as playful spaces at local parks. Many museums around the city host interactive seasonal workshops in art and science, making it easy for families to learn and explore together.

  • What are some of the best day trip ideas from Dayton?

    Dayton’s location allows for day trips to state parks, nearby art museums, and vibrant local markets in surrounding communities. Rural winery tours and tours focused on aviation history are also often recommended.

  • Are there any pet friendly accommodations available in Dayton?

    Dayton has a variety of pet-friendly accommodations, especially around its downtown and Oregon District areas. Many hosts clearly note pet guidelines in listings, making it accessible for travelers with animals.

  • What are some local tips for visiting Dayton?

    Many visitors explore Dayton’s aviation history and check out local coffee shops in the Oregon District. Packing layers is often recommended, as weather shifts are common throughout the year.

  • What is Dayton known for?

    Dayton is recognized for its influential role in aviation history, notably as the home of the Wright brothers and roots in aerospace innovation. The city is also known for its vibrant arts community and locally rooted eateries.

  • What are the best hidden gems to explore in Dayton?

    Wegerzyn Gardens MetroPark, local public art installations around downtown, and guided tours of historic neighborhoods such as South Park are frequently suggested hidden gems. Smaller galleries and performance spaces highlight local talent.

  • What are the best foods to try in Dayton?

    Dayton is known for locally rooted comfort foods, including inventive pizza shops, hearty deli sandwiches, and classic Midwest-style barbecue. Bakeries and ice cream parlors with regional specialties are frequently suggested for a sweet treat.

  • What should I bring for a trip to Dayton?

    Pack layers due to variable weather, including rain protection and comfortable shoes for walking. A reusable water bottle and a camera are helpful for exploring parks, museums, and historic neighborhoods.

  • What is the nightlife in Dayton like?

    Nightlife in Dayton includes live music venues, relaxed pubs, and performance spaces, especially in the Oregon District and downtown. Many spots serve late-night food alongside local brews and creative cocktails.

  • What are the most popular events or festivals in Dayton?

    The Dayton Air Show, held in summer, draws aviation fans, while the Dayton Celtic Festival and local arts and music festivals bring the community together. Many events center on food, music, and regional culture throughout the year.

  • Are there family friendly vacation rentals in Dayton?

    Many vacation rentals in Dayton are family-friendly, with larger homes and amenities designed for group stays. The Oregon District, South Park, and neighborhoods close to parks are frequently suggested for family groups.

Quick stats about holiday rentals in Dayton

  • Total holiday rentals

    Explore 770 holiday rentals in Dayton

  • Nightly prices starting at

    Dayton holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 38,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    440 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wifi availability

    750 of Dayton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Dayton rentals

  • 4.8 Average rating

    Dayton stays are highly rated by guests – averaging 4.8 out of 5!

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